sodium [(2S,4R,5R,6R)-4,5,6-trimethoxy-3-methyloxan-2-yl]methyl sulfate

• ChemBase ID: 169862
• Molecular Formular: C10H19NaO8S
• Molecular Mass: 322.30783
• Monoisotopic Mass: 322.06983285
• SMILES: [C@H]1(C([C@H]([C@H]([C@@H](O1)OC)OC)OC)C)COS(=O)(=O)[O-].[Na+]
• Canonical SMILES: CO[C@@H]1O[C@H](COS(=O)(=O)[O-])C([C@H]([C@H]1OC)OC)C.[Na+]
• InChI: InChI=1S/C10H20O8S.Na/c1-6-7(5-17-19(11,12)13)18-10(16-4)9(15-3)8(6)14-2;/h6-10H,5H2,1-4H3,(H,11,12,13);/q;+1/p-1/t6?,7-,8-,9-,10-;/m1./s1
• InChIKey: JIZSLFVBNIXFPD-HSSBIQHVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2S,4R,5R,6R)-4,5,6-trimethoxy-3-methyloxan-2-yl]methyl sulfate
• IUPAC Traditional name: sodium [(2S,4R,5R,6R)-4,5,6-trimethoxy-3-methyloxan-2-yl]methyl sulfate
• Synonyms: Heptakis(2,3-dimethyl-6-sulfato)-β-cyclodextrin Sodium Salt; Sodium Heptakis(2,3-dimethyl-6-sulfato)-β-cyclodextrin; Heptakis(2,3-di-O-methyl-6-O-sulfo)-β-cyclodextrin Heptasodium Salt

Database IDs

• CAS Number: 201346-23-8
• PubChem SID: 162263994
• PubChem CID: 71317197

CALCULATED PROPERTIES

• Acid pKa: -1.5836997
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -2.154946
• LogD (pH = 7.4): -2.1549544
• Log P: 0.22144431
• Molar Refractivity: 62.3664 cm^3
• Polarizability: 26.700027 Å^3
• Polar Surface Area: 103.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 190-192°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H281100

A β-Cyclodextrin derivative that inhibits anthrax lethal toxin.

REFERENCES

• Friedlander, A., et al.: J. Biol. Chem., 261, 7123 (1986)
• Finkelstein, A., et al.: Toxicology, 87, 29 (1986)
• Benson, E., et al.: Biochemistry, 37, 3941 (1986)
• Brossier, F., et al.: Toxicon, 39, 1747 (1986)